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The best inns in Annapolis

Check out our pick of great inns in Annapolis

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Flag House Inn is located in Annapolis, 1.8 km from Annapolis Harbor and 48 km from Carroll Park. Featuring a shared lounge, the 5-star inn has air-conditioned rooms with free WiFi, each with a private bathroom. Private parking is available on site.

Charming building, great location and amazing staff who went above and beyond to make our stay truly memorable.

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9.1
Superb
30 reviews
Price from
€ 311
per night

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Perfect for rustic breaks in the countryside, an Inn is a small property with basic hotel services and typically traditional decor. Inns are fully licensed and have a bar providing food and drinks in the evening, which distinguishes them from country or guest houses.
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Inns that guests love in Annapolis

  • Avg. price/night: € 234.66
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 505 reviews
    Location. Historical nature of Inn. Front porch. Great bed.
    Verna
    Family with young children
  • Avg. price/night: € 230.29
    7.9
    Scored 7.9
    Good
    Rated good
     · 548 reviews
    Good location. Food was tasty for dinner. Complimentary coffee in the lobby is a nice touch.
    Kimberlee
    Young couple
  • Avg. price/night: € 234.66
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 505 reviews
    I stayed at the Maryland Inn, my 2nd time staying here. I choose this inn for its charm and perfect location! Walk to shops, restaurants, waterfront, Naval Academy. Very quaint, comfortable room. Enjoyed the Drummers Lot tavern. Great spot for a relaxing drink.
    Diane
    Solo traveller
  • Avg. price/night: € 128.69
    7.9
    Scored 7.9
    Good
    Rated good
     · 626 reviews
    The room was too small. It had a bathroom with no counter. There was no closet. It was not what I was used to at a Hampton Inn and very disappointing. Other than that, everything was fine.
    D
    David
    Young couple
  • Avg. price/night: € 234.66
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 505 reviews
    I was placed in The Maryland Inn in Main Street. The history of the building is interesting but not what I preferred.
    Jeffrey
    Solo traveller
  • Avg. price/night: € 161.56
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 303 reviews
    The inn was in a great location. (We watched a parade from our room!) Everyone was very nice and the restaurant was awesome. Both were dog friendly, too!
    Mcshea
    Family with young children
  • Avg. price/night: € 230.29
    7.9
    Scored 7.9
    Good
    Rated good
     · 548 reviews
    We enjoyed the salads we had there for dinner and the hotel is dog friendly. The parking area is ample and the lobby smelled really good.
    Kimberlee
    Young couple
  • Avg. price/night: € 234.66
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 505 reviews
    Right on the roundabout circling the state capitol building! Right in the heart of the old quarter of Annapolis, and perhaps a 20 minute walk from the Naval Academy or any other part of the old quarter. Annapolis is a beautiful city to walk around, and this Inn is right smack in the middle of it.
    Robert
    Family with young children
  • Avg. price/night: € 234.66
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 505 reviews
    Enjoyed the updated furnishings and room decor in keeping with a Historic Inn . Bed was very comfortable, good closet and drawer space. Nice to have coffee pot, Refridgerator etc. Staff and Valet were very friendly, helpful and accommodating of requests. Location is perfect - can park the car and walk to shops, dinner etc.
    Alice
    Young couple
  • Avg. price/night: € 234.66
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 505 reviews
    Great service from check in to check out. Everyone was helpful and cheerful. The historic inn is located right on the circle with shops, restaurants, and historic sights within easy walking distance. Could not have had a better location in Annapolis. The room was very clean and neat. Well above average.
    Lee
    Young couple